ATE542790T1 - METHOD FOR PRODUCING 4-ACETYL-2,3,4,5-TETRAHYDROBENZOÄ1,4ÜDIAZEPINE AND INTERMEDIATE PRODUCTS THEREOF - Google Patents

METHOD FOR PRODUCING 4-ACETYL-2,3,4,5-TETRAHYDROBENZOÄ1,4ÜDIAZEPINE AND INTERMEDIATE PRODUCTS THEREOF

Info

Publication number
ATE542790T1
ATE542790T1 AT08748526T AT08748526T ATE542790T1 AT E542790 T1 ATE542790 T1 AT E542790T1 AT 08748526 T AT08748526 T AT 08748526T AT 08748526 T AT08748526 T AT 08748526T AT E542790 T1 ATE542790 T1 AT E542790T1
Authority
AT
Austria
Prior art keywords
formula
acetyl
compound represented
producing
diazepine
Prior art date
Application number
AT08748526T
Other languages
German (de)
Inventor
Fuqiang Zhu
Haihong Li
Wenzhong Wang
Hui Zhang
Jingshan Shen
Original Assignee
Topharman Shanghai Co Ltd
Weifang Tehua Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Topharman Shanghai Co Ltd, Weifang Tehua Chemical Co Ltd filed Critical Topharman Shanghai Co Ltd
Application granted granted Critical
Publication of ATE542790T1 publication Critical patent/ATE542790T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
    • C07C233/13—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines

Abstract

The present invention relates to a process for preparing 4-acetyl-2,3,4,5-tetrahydrobenzo[1,4]diazepine and the intermediates thereof. The present invention provides a compound represented by formula I and a compound represented by formula II, and processes for preparing 4-acetyl-2,3,4,5-tetrahydro-benzo[1,4]diazepine by using the compound represented by formula I, the compound represented by formula II and o- nitrobenzaldehyde. The invention has the advantages of the shorter synthesis steps, easily available raw materials and simple operation. Moreover, the process is economic and safe by avoiding the use of expensive and dangerous lithium aluminium hydride.
AT08748526T 2007-05-25 2008-05-22 METHOD FOR PRODUCING 4-ACETYL-2,3,4,5-TETRAHYDROBENZOÄ1,4ÜDIAZEPINE AND INTERMEDIATE PRODUCTS THEREOF ATE542790T1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PCT/CN2007/070052 WO2008144981A1 (en) 2007-05-25 2007-05-25 Methods and intermediates for preparing 4-acetyl-2,3,4,5-tetrahydro-1h-1,4-benzodiazepine
PCT/CN2008/001001 WO2008145010A1 (en) 2007-05-25 2008-05-22 Preparation methods of 4-acetyl-2,3,4,5-tetrahydro- benzo[1,4]diazepine and their intermediates

Publications (1)

Publication Number Publication Date
ATE542790T1 true ATE542790T1 (en) 2012-02-15

Family

ID=40074553

Family Applications (1)

Application Number Title Priority Date Filing Date
AT08748526T ATE542790T1 (en) 2007-05-25 2008-05-22 METHOD FOR PRODUCING 4-ACETYL-2,3,4,5-TETRAHYDROBENZOÄ1,4ÜDIAZEPINE AND INTERMEDIATE PRODUCTS THEREOF

Country Status (5)

Country Link
US (1) US8242264B2 (en)
EP (1) EP2163538B1 (en)
CN (1) CN101657411B (en)
AT (1) ATE542790T1 (en)
WO (2) WO2008144981A1 (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6011029A (en) * 1996-02-26 2000-01-04 Bristol-Myers Squibb Company Inhibitors of farnesyl protein transferase
ES2230382T3 (en) * 2000-11-03 2005-05-01 Wyeth CYCLOPENTAL (B) (1,4) DIAZPINO (6,7,1-HI) INDOLES AS 5HT2C ANTAGONISTS.
NZ532463A (en) * 2001-11-13 2007-02-23 Dimensional Pharm Inc Substituted 1,4-benzodiazepines and uses thereof for the treatment of cancer
TWI312781B (en) * 2002-04-25 2009-08-01 [1,4]diazepino[6,7,1-ij]quinoline derivatives as antipsychotic and antiobesity agents

Also Published As

Publication number Publication date
WO2008145010A1 (en) 2008-12-04
WO2008144981A1 (en) 2008-12-04
US8242264B2 (en) 2012-08-14
EP2163538A4 (en) 2010-11-24
CN101657411A (en) 2010-02-24
EP2163538B1 (en) 2012-01-25
US20100256358A1 (en) 2010-10-07
CN101657411B (en) 2013-04-10
EP2163538A1 (en) 2010-03-17

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